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Hotels in Middlesboro

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Choose from 355 Middlesboro Hotel Deals

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
  • 8 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (813 reviews)
Great hotel! Clean, updated, courteous and friendly staff and an outstanding breakfast!

Reviewed on Dec 5, 2025

Sleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
  • 4 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (691 reviews)
Very comfortable and clean.

Reviewed on Nov 7, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
  • 16 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (445 reviews)
Clean rooms

Reviewed on Oct 26, 2025

Econo Lodge Middlesboro
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E Middlesboro KY
  • 18 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (110 reviews)
The owners and staff were quite nice. The owner brought me a blanket without me having to ask since the temp was going to drop into the 40s. Inside,the owners have done an excellent update of the rooms.Excellent value for the money.

Reviewed on Oct 21, 2025

Boone Trail Inn
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92 Williamsburg KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
Staff and room were great. We did not stay for breakfast because we wanted to get on the road home ASAP.

Reviewed on Dec 7, 2025

Holiday Inn Express Williamsburg by IHG
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92 Williamsburg KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (771 reviews)
At first, I was given a horrible room. I’m not sure if the guy knew about it and intentionally did it or he didn’t know. I called and complained and the room was changed. The heater wasn’t good enough in both old and new room and I had to sleep with a jacket. The new room was better than the old ...

Reviewed on Dec 4, 2025

Super 8 by Wyndham Williamsburg
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
  • 32 min drive from Middlesboro Mall
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,002 reviews)
The room was clean and comfortable, hot water not so hot snd the tv eas awful.

Reviewed on Dec 11, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
  • 22 min drive from Middlesboro Mall
Book a stay at this golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (669 reviews)
The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay.

Reviewed on Dec 8, 2025

Pine Mountain State Resort Park
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421 Harlan KY
  • 49 min drive from Middlesboro Mall
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (337 reviews)
Staff was amazing and very friendly. We will be coming back yearly

Reviewed on Dec 11, 2025

Quality Inn
Rodeway Inn

Rodeway Inn

2 out of 5
355 Skidmore Drive Harlan KY
  • 48 min drive from Middlesboro Mall
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (230 reviews)
Room was great , check in & staff was absolutely wonderful!

Reviewed on Dec 4, 2025

Rodeway Inn
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

2.5 out of 5
2196 Highway 25E Tazewell TN
  • 27 min drive from Middlesboro Mall
Stay at this hotel in Tazewell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions C.W. Gose Municipal Park and New Tazewell Municipal ...
9/10 Wonderful! (46 reviews)
Newly renovated. Very clean & quiet.

Reviewed on Dec 8, 2025

Imperial Inn by OYO Tazewell
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
  • 4 min drive from Middlesboro Mall
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (177 reviews)
Very clean room, fantastic pieces inside with lots of history and a magnificent breakfast!!

Reviewed on Nov 21, 2025

The Olde Mill Inn Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Middlesboro

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How many hotels are there in Middlesboro?

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